| Autor: |
Fecik, R. A., Devasthale, P., Pillai, S., Keschavarz-Shokri, A., Shen, L., Mitscher, L. A. |
| Zdroj: |
Journal of Medicinal Chemistry; February 2005, Vol. 48 Issue: 4 p1229-1236, 8p |
| Abstrakt: |
In pursuit of an apparent literature anomaly, S- and R-6-methyl-6,7-dihydro-2H-benzo[a]quinolizin-2-one-3-carboxylic acids (12 and 22) were synthesized by an unambiguous route from optically active norephedrines, and their antibacterial potencies were measured. Against Gram-negative microorganisms and DNA gyrase a preference for S-absolute configuration was found whereas R-absolute stereochemistry was more active against Gram-positives. These results are in partial conflict with an earlier report. In an attempt to enhance potency, racemic 10-fluoro-9-piperazinyl (35) and related analogues were synthesized by a novel route. The latter analogues were surprisingly unimproved in potency. The implications of these findings are briefly discussed. |
| Databáze: |
Supplemental Index |
| Externí odkaz: |
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